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Enterprise Account Executive Opportunity

Are you a seasoned sales hunter with a track record of landing and expanding enterprise deals? Do you thrive on cracking complex sales cycles and delivering game-changing solutions? Join Whatfix, a leading data-driven digital adoption platform, and help organizations maximize the ROI of their software.

At Whatfix, we live by the motto “Hustle Mode ON.” As an Enterprise Account Executive, you’ll sell directly to Fortune 500 companies across North America and drive our growth.

The Opportunity

• Consult with enterprise prospects to understand needs and architect Whatfix’s value proposition
• Drive engagement, quantify ROI, and ensure customer success
• Build brand awareness and generate a robust sales pipeline
• Sell a category-leading solution in a vast market
• Work closely with our Co-Founder and CRO for 1:1 mentorship and collaboration

Culture for Sales Experts

• Entrepreneurial, collaborative San Jose office with access to founders
• Partner with sales development, solutions consulting, marketing, and product teams
• Continuous learning and development opportunities
• Leverage our employee value proposition (full perks below)

What You’ll Bring

• 7+ years SaaS enterprise sales experience with proven hunting, negotiating, and closing skills (ARR $50K–$500K+)
• Strong executive presence with C-suite relationship experience
• Experience selling to CRM, HR, L&D, Procurement, and IT stakeholders
• Detail-oriented, proactive, and CRM-savvy
• Intellectual curiosity, energy, charisma, and customer-centric mindset
• Willingness to travel 50%+

Perks & Benefits

• Uncapped incentives + equity plan
• Mac shop—work with the latest tech
• Unlimited PTO + paid maternity leave
• Medical, Dental, Vision:
  Whatfix covers 80% of premiums
• HSA: $1,000 individual / $2,000 family
• Monthly cell phone stipend + daily Uber Eats lunches
• Learning & Development benefits, team/company outings
• Relocation and sponsorship available

We believe the best ideas come from collaboration. Our teams work in-office five days a week to spark innovation, build community, and stay connected. U.S. teams start their days early to stay aligned across time zones, keeping collaboration high and evenings free!

We recognize the importance of flexibility in balancing personal and professional priorities. To support this, employees have the option to work from home up to two days each month.

Cultural Principles:
Customer First | Empathy | Transparency | Fail Fast & Scale Fast | No Hierarchies | Deep Dive & Innovate | Trust as the Foundation | Do It as You Own It

Whatfix is an Equal Opportunity Employer and E-Verify participant, complying with all EEO and ADA regulations.